Cyclohexyl radicals, generated by decomposition of dibenzoyl peroxide in cyclohexane, add to 2-(2-phenylethynyl)phenyl isothiocyanate to afford thioimidoyl radicals. Despite the unfavorable fragmentation equilibrium, these radicals give rise to a multi-step cyclization/H-translocation process yielding a spiranic polycondensed heterocyclic compound. An analogous spiranic dihydro-derivative is obtained from reaction of the corresponding alkynyl isonitrile with cyclohexanethiol under radical conditions.

Multi-step radical spiro-cyclization of an alkynylaryl isothiocyanate

MINOZZI, MATTEO;NANNI, DANIELE;ZANARDI, GIUSEPPE;
2006

Abstract

Cyclohexyl radicals, generated by decomposition of dibenzoyl peroxide in cyclohexane, add to 2-(2-phenylethynyl)phenyl isothiocyanate to afford thioimidoyl radicals. Despite the unfavorable fragmentation equilibrium, these radicals give rise to a multi-step cyclization/H-translocation process yielding a spiranic polycondensed heterocyclic compound. An analogous spiranic dihydro-derivative is obtained from reaction of the corresponding alkynyl isonitrile with cyclohexanethiol under radical conditions.
2006
M. Minozzi; D. Nanni; G. Zanardi; G. Calestani
File in questo prodotto:
Eventuali allegati, non sono esposti

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/27821
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 20
  • ???jsp.display-item.citation.isi??? 21
social impact